Phenol, 2,2',2''-1H-indole-1,2,3-triyltris(methylene))tris-

Details

• Internal ID: f5e3401f-1adf-47f3-8397-1bbd018c3564
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > N-alkylindoles
• IUPAC Name: 2-[[1,2-bis[(2-hydroxyphenyl)methyl]indol-3-yl]methyl]phenol
• SMILES (Canonical): C1=CC=C(C(=C1)CC2=C(N(C3=CC=CC=C32)CC4=CC=CC=C4O)CC5=CC=CC=C5O)O
• SMILES (Isomeric): C1=CC=C(C(=C1)CC2=C(N(C3=CC=CC=C32)CC4=CC=CC=C4O)CC5=CC=CC=C5O)O
• InChI: InChI=1S/C29H25NO3/c31-27-14-6-1-9-20(27)17-24-23-12-4-5-13-25(23)30(19-22-11-3-8-16-29(22)33)26(24)18-21-10-2-7-15-28(21)32/h1-16,31-33H,17-19H2
• InChI Key: MOZLUMLVLFQWEH-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₂₅NO₃
• Molecular Weight: 435.50 g/mol
• Exact Mass: 435.18344366 g/mol
• Topological Polar Surface Area (TPSA): 65.60 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 5.99
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

• Phenol, 2,2',2''-1H-indole-1,2,3-triyltris(methylene))tris-
• Uvarindole A
• DTXSID70241701

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	-	0.7152	71.52%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8434	84.34%
OATP2B1 inhibitior	-	0.5625	56.25%
OATP1B1 inhibitior	+	0.8904	89.04%
OATP1B3 inhibitior	+	0.9283	92.83%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8250	82.50%
P-glycoprotein inhibitior	+	0.5845	58.45%
P-glycoprotein substrate	-	0.8408	84.08%
CYP3A4 substrate	-	0.5058	50.58%
CYP2C9 substrate	-	0.8185	81.85%
CYP2D6 substrate	+	0.3982	39.82%
CYP3A4 inhibition	-	0.7942	79.42%
CYP2C9 inhibition	-	0.7541	75.41%
CYP2C19 inhibition	-	0.6433	64.33%
CYP2D6 inhibition	-	0.5959	59.59%
CYP1A2 inhibition	+	0.6974	69.74%
CYP2C8 inhibition	-	0.6625	66.25%
CYP inhibitory promiscuity	+	0.8005	80.05%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9518	95.18%
Carcinogenicity (trinary)	Non-required	0.5372	53.72%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.6308	63.08%
Skin irritation	-	0.7945	79.45%
Skin corrosion	-	0.9536	95.36%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6597	65.97%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8677	86.77%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8320	83.20%
Acute Oral Toxicity (c)	III	0.4830	48.30%
Estrogen receptor binding	+	0.8792	87.92%
Androgen receptor binding	+	0.5360	53.60%
Thyroid receptor binding	+	0.6713	67.13%
Glucocorticoid receptor binding	+	0.8652	86.52%
Aromatase binding	+	0.6251	62.51%
PPAR gamma	+	0.8913	89.13%
Honey bee toxicity	-	0.8682	86.82%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9238	92.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.28%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	95.94%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.49%	95.56%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.58%	83.57%
CHEMBL2581	P07339	Cathepsin D	87.20%	98.95%
CHEMBL1978	P11511	Cytochrome P450 19A1	86.53%	91.76%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.03%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.18%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.51%	89.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.19%	89.62%

Plants that contains it

• Uvaria angolensis

Cross-Links

• PubChem: 185372
• LOTUS: LTS0235127
• wikiData: Q83125269